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2,4‐Thiazolidinedione as a Bioactive Linker for Ferrocenyl Sugar–Triazole Conjugates: Synthesis, Characterization and Biological Properties
Author(s) -
Shinde Dilip N.,
Trivedi Rajiv,
Vamsi Krishrra,
Lingamallu Giribabu,
Sridhar Balasubramanian,
Khursade Parag S.,
Reddy Shetty Prakasham
Publication year - 2018
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201800006
Subject(s) - chemistry , thiazolidinedione , triazole , combinatorial chemistry , linker , moiety , conjugate , stereochemistry , organic chemistry , medicine , mathematical analysis , mathematics , computer science , type 2 diabetes , diabetes mellitus , endocrinology , operating system
A new series of ferrocenyl sugar–triazole conjugates, derived from d ‐xylose, d ‐ribose and d ‐galactose, linked by a 2,4‐thiazolidinedione moiety, has been prepared. Facile 1,3‐dipolar‐Huisgen coupling reactions of the respective sugar azides with the ferrocenyl 2,4‐thiazolidinedione alkyne units give the corresponding conjugates. These conjugates have been characterized by various spectroscopic techniques, including UV/Vis spectroscopy. The electrochemical analysis exhibits one‐electron reversible oxidation behaviour, except for 5c and 5f , which exhibit quasireversible behaviour. Single‐crystal X‐ray diffraction studies of two of the compounds ( 2 and 3 ) are performed to determine their structures. The 2,4‐thiazolidinedione linked ferrocenyl sugar–triazole conjugates exhibit moderate‐to‐good antibacterial and antidiabetic activities.